One-pot synthesis of polyfluoroalkylphosphonylated dihydropyridines with a carboxylate function from pyridines, alkyl propiolates, and bis(fluoroalkyl) phosphonates

被引:8
作者
Arbuzova, Svetlana N. [1 ]
Gusarova, Nina K. [1 ]
Kazantseva, Tatyana I. [1 ]
Verkhoturova, Svetlana I. [1 ]
Albanov, Alexander I. [1 ]
Afonin, Andrei V. [1 ]
Trofimov, Boris A. [1 ]
机构
[1] Russian Acad, Siberian Branch, AE Favorsky Irkutsk Inst Chem, 1 Favorsky Str, Irkutsk 664033, Russia
关键词
Pyridines; Alkyl propiolates; Regioselective synthesis; Polyfluoroalkylphosphonylated (E)-N-alkoxycarbonylethenyldihydropyridines; MEDICINAL CHEMISTRY; FLUORINE; 1,4-DIHYDROPYRIDINES; DERIVATIVES; ALAMIFOVIR; PLASMA; DRUGS;
D O I
10.1016/j.tetlet.2016.06.105
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalyst- and solvent-free reaction between pyridines, alkyl propiolates, and bis(fluoroalkyl) phosphonates occurs under mild conditions (20-52 degrees C, 1-15 h) to stereo- and regioselectively afford bis (polyfluoroalkoxy)phosphoryl-(E)-N-alkoxycarbonylethenyl- 1,2- or 1,4-dihydropyridines in 65-80% yield depending on the structure of the initial pyridine or fluoroalkylphosphonate and the reaction conditions. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3515 / 3517
页数:3
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